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San Diego Sailing Trips

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San Diego Tours

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  • Small-Group San Diego Sunset Sailing Excursion
    Likely to Sell Out

    Small-Group San Diego Sunset Sailing Excursion

    559

    Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $127
    Details
    from
    $127
    Details
  • Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

    Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

    186

    This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • Small-Group Sunset Sailing Experience on San Diego Bay
    Likely to Sell Out

    Small-Group Sunset Sailing Experience on San Diego Bay

    552

    Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $125
    Details
    from
    $125
    Details
  • Sunset Sail On A Charming Vintage Yacht - Beer &. Wine Included

    Sunset Sail On A Charming Vintage Yacht - Beer &. Wine Included

    293

    Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $125
    Details
    from
    $125
    Details
  • Small-Group Yacht Sailing Experience on San Diego Bay
    Likely to Sell Out

    Small-Group Yacht Sailing Experience on San Diego Bay

    135

    Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $90
    Details
    from
    $90
    Details
  • Private Sailing Charter on San Diego Bay
    Likely to Sell Out

    Private Sailing Charter on San Diego Bay

    34

    San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $450
    Details
    from
    $450
    Details
  • Deluxe Sunset & Day Sail Small Group
    Likely to Sell Out

    Deluxe Sunset & Day Sail Small Group

    144

    Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • Small-Group San Diego Afternoon Sailing Excursion
    Likely to Sell Out

    Small-Group San Diego Afternoon Sailing Excursion

    504

    This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $116
    Details
    from
    $116
    Details
  • 2-Hour Private Sailing Experience in San Diego Bay

    2-Hour Private Sailing Experience in San Diego Bay

    150

    Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $625
    Details
    from
    $625
    Details
  • 2.5 Hours of Fun: Catamaran Sunset Sail

    2.5 Hours of Fun: Catamaran Sunset Sail

    166

    Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by....
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • 2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests
    Likely to Sell Out

    2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

    64

    Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $90
    Details
    from
    $90
    Details
  • Private Day Sailing Experience in San Diego up to 12 guests
    Likely to Sell Out

    Private Day Sailing Experience in San Diego up to 12 guests

    61

    This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $80
    Details
    from
    $80
    Details
  • Deluxe Day Sail in San Diego
    Likely to Sell Out

    Deluxe Day Sail in San Diego

    49

    Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included

    Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included

    68

    Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Her best features...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $115
    Details
    from
    $115
    Details
  • San Diego Bay Sailing Tour
    Likely to Sell Out

    San Diego Bay Sailing Tour

    16

    San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $95
    Details
    from
    $95
    Details
  • San Diego Private Morning Sail up to 12 guests
    Likely to Sell Out

    San Diego Private Morning Sail up to 12 guests

    30

    This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $140
    Details
    from
    $140
    Details
  • 2.5 Hour Catamaran Sail Adventure

    2.5 Hour Catamaran Sail Adventure

    49

    With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • 2-Hour Sunset Sail from San Diego
    Likely to Sell Out

    2-Hour Sunset Sail from San Diego

    71

    Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point...
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     2 hours
    from
    $130
    Details
    from
    $130
    Details
  • 2-Hour Morning Sail in San Diego

    2-Hour Morning Sail in San Diego

    20

    Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront....
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $95
    Details
    from
    $95
    Details
  • Private Sunset Sail for Two
    Likely to Sell Out

    Private Sunset Sail for Two

    6

    A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Skyline....
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     2 hours  Free Cancellation
    from
    $499
    Details
    from
    $499
    Details
  • Small Group Sunset Sail in San Diego- Public Sail up to 6 guests

    Small Group Sunset Sail in San Diego- Public Sail up to 6 guests

    46

    Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for San Diego Sailing Trips?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best San Diego Sailing Trips are:

Q: What are the best kid-friendly options for San Diego Sailing Trips Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly San Diego Sailing Trips are:

View all kid-friendly Tours →

Q: Which San Diego Sailing Trips have Instant Confirmation?

A: San Diego Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which San Diego Sailing Trips have Free Cancellation?

A: San Diego Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: Got any more San Diego trip ideas?

A: We sure do. Check out our curated lists of hand-picked San Diego Tours.

View all San Diego Trip Ideas →

Q: What are the most popular styles of Tours and Activities in San Diego?

A: Based on our sales data over the past year, the most popular styles of tours and activities in San Diego are:

View all tour styles in San Diego →

Lowest Price Guarantee

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

We Make It Easy!

Gather your information

Locate your City Boat Tours Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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